Vat-dyestuff.



KARL SOHIRMACHER AND BERNHARD DEICKE, or nocns'r-oa rne-Mim, Q RMANY,,SSIGNORS TO FARBWERKE VORMI. MEISTER, LUCIUS & BRUNING, or HOCHST-ON-THE-MAIN,- GERMANY, INCORPORATION OF GERMANY.

VAT-DYESTUFF.

. To all whom it my concerns .ful Improvements in Vat-Dyestuffs, ofwhich the iol-,

Be it known that we, KARI. sum-Ramses, Ph. D.,

and Bna'mmnn Dawns, Ph;v D., chemists, -citizens oi the Empire ofGermany, residing at Hfi'chst-on-the- Main, Germany, have inventedcertain new and uselowing is a specification. 1 The object of thisinvention is oxythionaphthene. derivatives resulting from heatingalkyloxyphenylthioglycollic-o-carb,oxylic acids ao=sen,eoon=eoon- 4:2;1withalkalies w The new dyestuffs are yellow-red powders insoluble inwater. They are little soluble in hot alcohol, glacial acetic acid,benzene and chloroform with a yellow-red and 'in concentrated sulfuricacid with a red-blue color; When heated. with concentrated hydrochloricacid alkyl chlorids are split off. With alkaline hydrosulfite they yieldyellow colored vats dyeing wool and cotton beautiful yellow-red tints.

The process for obtaining the new dyestuffs is, for instance, asfollows:

Example; 12.3 partsby weight of meta-amino-para cresol;(OH:NH :GH =4:2:1) are heated with 40 parts I by weight of glacial acetic acid for 10hours. When cold the acetyl-compound separates; it is isolated byfiltering and washing with little water. 16.5 parts by weight of thisacetyl-meta-amino-para-cresol are then stirred with 30 parts of alcohol,a solution of, 5.6 parts v by weight of'caustic potash in 50 partsbyweight of alcohol added in the cold and after additionoi 15.6 parts byweight of ethyl iodid the .whole is heated for 34 hours on the waterbath. The 2 -acetylamino-4- cresolethylether separating after partlydistilling the alcohol may be crystallized from water as long needles.

19.3 parts or acetylaminocresolethylether are. dissolved in water towhich are gradually added while stirring at 708l) O. 35 parts by weightof per- Specification of Letters Ilat'en't. Application filed ianuaryQ8, 1907. Serial No- 364,166.

v the improvement in -vat dyestuffs having the general iormula:-

thene is obtainedbeing volatile with steam Patented Oct. i. 1907.

earboxylic acid 22.3 m by weight s; wax -2- acetaminobenzoic acid areboiled, till hydrochloric acid precipitates no more unchanged acetylcompound,

with a not too diluted solution of 35 parts of caustic soda-lye of 40 Bspecific gravity in order to eliminate the acetylj after acidifyingthere are added in the cold 20 parts of hydrochloric acid of about 20B6. and

7 parts byv weight of nitrite. The diazo solution thus obtained is runinto a solution of 18" parts by weight of potassium xanthogenate and 25parts by weight of sodium carbonate at about 25'30 G. and when theevolution of nitrogen has ceased 15 parts by weight of sodiumchloracetate and 25 parts by weight of caustic soda-lye of about 40 B.specific gravity are added and the whole is heated to boiling for about2 hours.

It is allowed to cool and the 4-ethyloxyphenylithio glycollic-o-carborrylic acid 7 is then separated by adding a mineral acid. It is a whitepowder soluble with difliculty in cold water.

To obtain 4-ethoxy-oxythionaphthene-carboxylic acid 20 parts by weightof 4-ethoxyphenylthioglycollico-carboxylic acid are heated for some timeto 180200 C. with a mixture of 120 parts by wcight of caustic soda and12 parts by weight of water. The fusion becomes gradually yellowish andbrittle. When coldit is dissolved in water and the4-ethoxy-oxythionaphthene-carboxylic acid is precipitated with a mineralacid as a white voluminous mass. '11: is soluble in acetates andalkalies, yielding, when treated with hydrochloric acid-and nitrite, acharacteristic nitrosocompound cry'stallizing from water in yellowneedles.

On boiling the 4-ethoxy-oxythionaphthene-carboxylic acid withhydrochloric acid the 4-cthoxy-oxythionaphand crystallizing in whiteneedles.

The dyestuff is obtained from the '4-ethoxy-oxythionaphthene-carboxylicacid by dissolving, for instance, 23 parts by weight of this acid with25 parts of caustic soda-lye of 40 B. specific gravity in 'l000 parts byweight oi water, adding at a gentle heat a solution of potassiumferricyanid till no further dyestuff is formed.

The dyestufi separates in yellow-red .fiakes and may be isolated byfiltration and washing with water. By dissolving in alkalinehydrosulfite and again precipitating by oxidationwith air the dyestuffmay be purified'. It has the properties above mentioned.

If for the 4-ethoxyoxythionaphthene-carboxylic acid besubstituted the.4-methoxy acid, obtained in a'n analogousmann'er, a dyestuff is producedof very similar properties. I l

Having now dgscribed' our invention, what we soluble in concentratedsulfuric acid with o red-hlue color,

claim is:

As products the vat dyestuffs whose composition corresponds to theformula:

1 wherein R" moans ethyl and methyl, being yellow-red powders, insolublein water, little soluble in hot alcohol, benzene, acetic acid andchloroform with a yellow-red color,

splitting olT when heated with lrwlrochloric acid nlkyl chlorids,dis'solving in an alkaline hydro-suliite solution with a yellow color toa vat, dyeing wool and cotton yellow-rod tints.

In testimony, that we claim the foregoing as our invention, we havesigned our names in presence of two Huh scribing witnesses,

KARL SCIIIRMACIIER. BI-IRNIIARD DEiCKi'i. Witnesses CAnL GllUND.

